6 Best Sights in Winter Park, Orlando

Background Illustration for Sights

We've compiled the best of the best in Winter Park - browse our top choices for the top things to see or do during your stay.

Central Park

Fodor's Choice

Given to the City of Winter Park by the Genius family (benefactors of the Morse Museum), this 11-acre green space has manicured lawns, specimen plantings, a beautiful rose garden available for private functions, a fountain, and a gazebo. If you take a seat and listen as the Amtrak passenger train rolls by, it's not hard to imagine how Winter Park looked and sounded in the late 19th century. The SunRail commuter and Amtrak trains stop right within the park, giving great car-free access, particularly during the packed art festivals, to and from Downtown Orlando, Kissimmee, and Sanford. The Winter Park Farmers' Market draws people to the southwest corner on Saturday between 8 am and 1 pm. If you don't want to browse in the shops across the street, a walk beneath the park's moss-covered trees is a delightful alternative. There's free Wi-Fi within the park, as well.

Charles Hosmer Morse Museum of American Art

Fodor's Choice

The world's most comprehensive and important collection of works by Louis Comfort Tiffany—including immense stained-glass windows, lamps, watercolors, jewelry, and desk sets—is in this museum, which also contains American decorative art and paintings from the mid-19th to the early 20th century. Among the draws is the 1,082-square-foot Tiffany Chapel, originally built for the 1893 World's Fair in Chicago. It took craftsmen 2½ years to painstakingly reassemble the chapel here.

Many of the works were rescued from Tiffany's Long Island estate, Laurelton Hall, after a 1957 fire destroyed much of the property. The 12,000-square-foot Laurelton Hall wing allows for much more of the estate's collection to be displayed at one time, including architectural and decorative elements from the dining room, living room, and Fountain Court reception hall. There's also a re-creation of the striking Daffodil Terrace, so named for the glass daffodils that festoon the capitals of the terrace's marble columns. Admission is free on Friday after 4 pm from November through April.

Rollins Museum of Art

Fodor's Choice

On the Rollins College campus, this museum (formerly known as the Cornell Fine Arts Museum) houses Florida's oldest art collection (its first paintings acquired in 1896)—one with more than 5,000 pieces, from Italian Renaissance works to 19th- and 20th-century American and European paintings. Special exhibitions feature everything from Native American artifacts to Soviet propaganda posters. Outside the museum, a small but charming garden overlooks Lake Virginia. Some of the museum's collection graces the walls of the nearby, Rollins-owned, Alfond Inn. The museum is free to visit; free guided tours are offered on most Saturdays at 1 pm. Note, too, that a new downtown home for this museum is in the fundraising stages.

Recommended Fodor's Video

Albin Polasek Museum and Sculpture Gardens

Stroll along on a guided tour through gardens showcasing the graceful sculptures created by internationally known Czech sculptor Albin Polasek (1879–1965). The late artist's home, studio, galleries, and private chapel are centered on 3 acres of exquisitely tended lawns, colorful flower beds, and tropical foliage at the edge of Lake Osceola. Paths and walkways lead past classical life-size figurative sculptures and whimsical mythological pieces. Inside the museum are works by Hawthorne, Chase, and Mucha. The Capen House, a historic 1885 building, has been moved to the grounds to be used for public events.

633 Osceola Ave., Winter Park, FL, 32789, USA
407-647–6294
Sight Details
$12
Closed Mon.

Something incorrect in this review?

Hannibal Square Heritage Center

Almost crowded out by the glitz of new shops, restaurants, and art galleries is the original, once-thriving area of Hannibal Square, one of the oldest African-American communities in the country and home to Pullman porter families to this day. The Heritage Center has a permanent collection of photographs and oral histories of the significant West Winter Park area. It's a touching and important memorial to a neighborhood that influenced American history.

Kraft Azalea Garden

Enormous cypress trees shade this 5-acre public park on the shores of Lake Maitland. It's hidden within an upscale neighborhood and comes alive with heady color from January through March. The thousands of blooming azaleas (hence the name) make a perfect backdrop for romantic strolls, and sunset weddings are common at the park's Exedra monument overlooking the lake.

1365 Alabama Dr., Winter Park, FL, 32789, USA
407-599–3334
Sight Details
Free
Closed dusk–8 am

Something incorrect in this review?

Not finding what you're looking for?

We've got a few suggestions for nearby spots.
Central Orlando

Orlando Museum of Art2 miles away

2416 N. Mills Ave., Orlando, Florida, 32803, USA
We recommend 8 Sights in Central Orlando
Central Orlando Fodor's Choice

Harry P. Leu Gardens2.1 miles away

1920 N. Forest Ave., Orlando, Florida, 32803, USA
We recommend 8 Sights in Central Orlando
Central Orlando Fodor's Choice

Orlando Science Center2.2 miles away

777 E. Princeton St., Orlando, Florida, 32803, USA
We recommend 8 Sights in Central Orlando
Central Orlando Fodor's Choice

Mennello Museum of American Art2.2 miles away

900 E. Princeton St., Orlando, Florida, 32803, USA
We recommend 8 Sights in Central Orlando
Maitland

Art and History Museums Maitland2.3 miles away

231 W. Packwood Ave., Maitland, Florida, 32751, USA
We recommend 3 Sights in Maitland